Sr. Director of AI & Machine Learning

Overview

Integrity is an omnichannel insurtech company innovating insurance with a singular purpose: making insurance simpler and more human, so everyone can plan for the good days ahead. We leverage predictive modeling, dynamic dashboards, next-best-action and behavior triggers, and NLP to inform decision-making and streamline processes. Integrity has grown significantly, with earnings increasing more than 800% over the past three years. We are employee-owned and value representation across leadership.

Join a dynamic and fast-paced environment where technology drives innovation in the insurance industry. You’ll be working on one of the most exciting data and technology opportunities in the country while helping to change lives, including your own.

The Senior Director of AI & ML is a senior leadership role responsible for defining and executing the organization’s enterprise-wide Artificial Intelligence (AI) strategy. This role oversees the development, integration, and scaling of AI, ML, and GenAI initiatives to drive operational efficiency, business innovation, and competitive advantage across Integrity. The ideal candidate combines deep technical expertise, executive presence with strategic acumen, and the ability to collaborate across departments to ensure AI initiatives align with business goals.

• Strategic Leadership:
  Define and lead the organization s enterprise AI strategy, aligned with broader digital transformation objectives.
• Architect and champion a forward-thinking AI vision that anticipates industry disruption.
• Identify, prioritize, and champion high-impact AI use cases across business functions (technology, sales, distribution, operations, finance, marketing, risk).
• Drive AI adoption and digital innovation, transforming data into actionable insights and business outcomes.
• Serve as a trusted advisor to the C-suite, translating complex AI concepts into actionable business strategies.
• Regularly present at board meetings and industry forums, shaping the company s reputation as an innovator in AI.

• Oversee a portfolio of AI/ML initiatives, from proof-of-concept to production at scale.
• Ensure proper governance, compliance, risk management, and ethical AI practices.
• Establish KPIs and success metrics to monitor the effectiveness and ROI of AI initiatives.
• Manage vendor relationships, including cloud providers, AI platforms, and consulting partners.

• Partner with Data Engineering, IT, and Architecture teams to ensure scalable AI infrastructure, data pipelines, and model deployment frameworks.
• Champion the adoption of MLOps, responsible AI principles, and reusable AI assets and platforms.
• Keep abreast of emerging AI trends and technologies and evaluate their applicability to the business.

• Model executive presence through clear, confident communication and decisive action.
• Mentor senior leaders and technical teams, fostering a culture of innovation, accountability, and continuous learning.
• Foster a culture of experimentation, agility, and responsible innovation.
• Support internal education and AI literacy across the enterprise to empower departments to leverage AI effectively.
• Build and lead high-performing, multidisciplinary teams.
• Develop succession plans and talent pipelines for AI leadership roles.
• Cultivate relationships with external partners, vendors, and thought leaders.
• Represent the organization at industry events, shaping policy and best practices for AI adoption.

• Direct the design, deployment, and scaling of sophisticated AI/ML solutions, including generative AI, deep learning, and NLP.
• Evaluate and integrate emerging technologies to maintain a competitive edge.
• Oversee the development of robust, scalable AI infrastructure, ensuring seamless integration with enterprise data platforms and cloud ecosystems (Azure, Snowflake, Databricks).
• Champion MLOps and responsible AI frameworks.
• Establish and enforce rigorous standards for data governance, security, and ethical AI.
• Lead compliance initiatives for regulated industries (e.g., healthcare, finance,…